Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$1,000,000.00
29244 WHIPPORWILL LANE, WESLEY CHAPEL, FL - 33543
4 beds
4.0 baths
5,264 sqft
$1,000,000.00
29244 WHIPPORWILL LANE, WESLEY CHAPEL, FL - 33543
Gabriella Massaro
$1,000,000.00
4 beds
4.0 baths
5,264 sqft
29244 WHIPPORWILL LANE, WESLEY CHAPEL, FL - 33543
For Sale
Photo 1
  • Built in 1974
  • 4 garage spaces
  • $189.97/sqft
  • Lot size: 1 acres
  • 45 days on market

Positioned on one of the largest homesites in the sought after Saddlebrook community, this two story residence offers a rare chance to create your ideal Florida retreat in a location that continues to grow in demand. Set along the golf course with sweeping fairway views, the home features 4 bedrooms, 4 bathrooms, and a spacious layout ready to be reimagined. A 4 car garage provides exceptional storage, workshop space, or room for a collector’s vehicles which is an uncommon feature within the community. Whether you choose to renovate and customize the existing structure or design and build a new vision from the ground up, the setting provides the perfect foundation. An expansive second floor balcony captures peaceful morning sunrises and relaxing evening views, creating a natural extension of indoor outdoor living. Saddlebrook is centered around the renowned Saddlebrook Resort, offering optional club membership with golf, tennis, dining, pools, and social experiences. Residents enjoy a tranquil, established neighborhood feel while remaining just a short drive to the Tampa Premium Outlets, shopping, restaurants, and major commuter routes. Opportunities like this are increasingly hard to find. A prime homesite, golf course views, generous garage space, and flexible potential all in one of Wesley Chapel’s most recognizable resort communities.

  • Directions: Take Oakley Blvd to Wesley Chapel Blvd. Use the left 2 lanes to turn left onto Wesley Chapel Blvd. Take Saddlebrook Way to Whippoorwill Ln.
  • County: Pasco
  • Geo subdivision: SADDLEBROOK UNREC SUB

Nearby Schools

Wesley Chapel Elementary-PO

Thomas E Weightman Middle-PO

Wesley Chapel High-PO

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
7771 NOTCHED PINE BEND, WESLEY CHAPEL, FL - 33545
$998,000.00
5 bds
4.0 ba
3,531 sqft
7771 NOTCHED PINE BEND, WESLEY CHAPEL, FL - 33545
For Sale
32423 ROSEWOOD MEADOW LANE, WESLEY CHAPEL, FL - 33543
$949,900.00
5 bds
5.0 ba
3,365 sqft
32423 ROSEWOOD MEADOW LANE, WESLEY CHAPEL, FL - 33543
For Sale
29494 PICANA LANE, WESLEY CHAPEL, FL - 33543
$979,000.00
5 bds
4.0 ba
3,681 sqft
29494 PICANA LANE, WESLEY CHAPEL, FL - 33543
Stellar MLS
  • Source: Stellar MLS
  • MLS #: TB8473295
Listing updated: April 2, 2026 at 4:55PM
Listing provided by: Ali St Cyr, GULF SHORES REALTY ERA POWERED LLC
Last checked 1 day ago
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